2. Round | 29/06/2008 | Provincial Osorno (old) | - | Huachipato | 3:1 | ||||
3. Round | 06/07/2008 | Provincial Osorno (old) | - | Ñublense | 4:1 | ||||
4. Round | 13/07/2008 | Rangers | - | Provincial Osorno (old) | 1:0 | ||||
1. Round | 16/07/2008 | Colo-Colo | - | Provincial Osorno (old) | 4:1 | ||||
5. Round | 20/07/2008 | Provincial Osorno (old) | - | Universidad Católica | 2:4 | ||||
6. Round | 26/07/2008 | Universidad de Concepción | - | Provincial Osorno (old) | 4:1 | ||||
7. Round | 03/08/2008 | Melipilla | - | Provincial Osorno (old) | 3:1 | ||||
8. Round | 10/08/2008 | Provincial Osorno (old) | - | Antofagasta | 0:1 | ||||
10. Round | 23/08/2008 | Audax Italiano | - | Provincial Osorno (old) | 1:2 | ||||
14. Round | 28/09/2008 | Cobreloa | - | Provincial Osorno (old) | 4:0 | ||||
15. Round | 05/10/2008 | Provincial Osorno (old) | - | La Serena | 1:2 | ||||
16. Round | 19/10/2008 | Provincial Osorno (old) | - | Santiago Morning | 0:1 | ||||
17. Round | 25/10/2008 | Palestino | - | Provincial Osorno (old) | 1:0 |